Benzaldehyde → 2-Styrylpyridine

HRID 376463ノート

反応式

HRID 376463 の反応式
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:9]1[CH:14]=[CH:13][C:12](C)=[CH:11][CH:10]=1.[C:16](OC(=O)C)(=O)C>C(O)(=O)C.ClCCl>[CH:16]([C:14]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=[CH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 240BenzaldehydeHCID 7918Acetic AnhydrideHCID 79634-Methylpyridine

生成物 1

HCID 1363502-Styrylpyridine

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

A stirring solution of benzaldehyde (44.6 g) and 4-picoline (37.2 g) in acetic acid (24 g) and acetic anhydride (40.8 g) was refluxed for 18 hours. The resultant reaction mixture were cooled, diluted with dichloromethane (300 ml), washed with water and dilute aqueous alkali; and quenched with dilute hydrochloric acid. Precipitate of styrylpyridine hydrochloride (long golden needles) was separated by filtration, washed with methylenechloride, dried and poured into stirred solution of sodium carbonate in water. After 2 hours of stirring white-gray precipitate was filtered, washed with water and dried overnight at 60-70° C. After recrystallization, 39.6 g. of styrylpyridine were obtained.

後処理

  1. customThe resultant reaction mixture
  2. temperaturewere cooled
  3. washwashed with water and dilute aqueous alkali
  4. customand quenched with dilute hydrochloric acid
  5. customPrecipitate of styrylpyridine hydrochloride (long golden needles) was separated by filtration
  6. washwashed with methylenechloride
  7. customdried
  8. additionpoured
  9. filtrationAfter 2 hours of stirring white-gray precipitate was filtered
  10. washwashed with water
  11. customdried overnight at 60-70° C
  12. customAfter recrystallization, 39.6 g

出典と根拠

ORDレコード
ord-50ebc1fd8742433f8b198d16e74d76ac
出典データセット
uspto-grants-2000_02
特許番号
US06020436

反応ノート

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